Cytidine, N-benzoyl-4'-thio-

Base Information

• Chemical Name: Cytidine, N-benzoyl-4'-thio-
• CAS No.: 159981-07-4
• Molecular Formula: C16H17N3O5S
• Molecular Weight: 363.394
• DSSTox Substance ID: DTXSID40454068
• Wikidata: Q82275400
• Mol file: 159981-07-4.mol

Synonyms:Cytidine, N-benzoyl-4'-thio-;159981-07-4;DTXSID40454068

Chemical Property of Cytidine, N-benzoyl-4'-thio-

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 363.08889182
• Heavy Atom Count: 25
• Complexity: 590

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=NC(=O)N(C=C2)C3C(C(C(S3)CO)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)NC2=NC(=O)N(C=C2)[C@H]3[C@@H]([C@@H]([C@H](S3)CO)O)O

Technology Process of Cytidine, N-benzoyl-4'-thio-

There total 14 articles about Cytidine, N-benzoyl-4'-thio- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

N4-benzoyl-1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]cytosine (497847-36-6) → N4-benzoyl-1-(4-thio-β-D-ribo-pentofuranosyl)cytosine (159981-07-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1039/b204993g

Reference yield: 69.0%

1-<2,3,5-tri-O-benzyl-4-thio-β-D-ribofuranosyl>-N4-benzoyl-cytosine (161424-51-7) → N4-benzoyl-1-(4-thio-β-D-ribo-pentofuranosyl)cytosine (159981-07-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1080/15257779408013205

Reference yield: 38.0%

C37H29N3O8S → N4-benzoyl-1-(4-thio-β-D-ribo-pentofuranosyl)cytosine (159981-07-4)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1080/15257779508012526

upstream raw materials:

1-<2,3,5-tri-O-benzyl-4-thio-β-D-ribofuranosyl>-N₄-benzoyl-cytosine

4-N-benzoylcytosine

N⁴-benzoyl-1-[3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]cytosine

(R)-1,4-anhydro-2-O-(2,4-dimethoxybenzoyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-sulfinyl-D-ribitol

Downstream raw materials:

4'-thiocytidine

N⁴-benzoyl-1-[5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]cytosine